Sponsored

Events

Events Search and Views Navigation

Event Views Navigation

Today

  • An example from artist Greg Tomb's glass pumpkin patch.

    Glass Pumpkin Patch Fundraiser

    Glass Pumpkin Patch Fundraiser
    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    The Village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. This festive event will showcase hundreds of whimsical, vibrantly colored glass pumpkins. These one-of-a-kind works of art will be available for purchase. Proceeds support the Make-A-Wish® Hudson Valley Chapter. Food …

    Free

  • Myths & Mysteries of The Octagon House

    Myths & Mysteries of The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore …

    $38
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • Rockefeller State Park Halloween events include an appearance by the Headless Horseman.

    The Legend of Sleepy Hollow and Local Lore

    The Legend of Sleepy Hollow and Local Lore
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Follow a lamplit path to the ruins of Rockwood Hall, high above the Hudson, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow's lesser-known ghost stories — and one very famous one. The program opens with local lore drawn from the preserve's own ground, the tales Washington Irving didn't make …

    $28.52

  • Masque of the Red Death at Lyndhurst

    Masque of the Red Death at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room …

    $45
  • This is a view of the 2022 Great Jack O'Lantern Blaze at Van Cortlandt Manor in Corton-on-Hudson, N.Y. on September 14, 2022.

    The Great Jack O’Lantern Blaze

    The Great Jack O’Lantern Blaze
    Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

  • Suite Mysterioso: A Halloween Ballet performed by Continuum Contemporary Ballet

    Tarrytown Music Hall Performances
    Tarrytown Music Hall 13 Main Street, Tarrytown, NY, United States

    Suite Mysterioso: A Halloween Ballet uses the magic of choreography to bring the mystery, delight, and spirit of the season to the stage. Starring Continuum Contemporary Ballet, this new work transports audiences on an enchanting journey from a shadowy forest to a vintage ballroom, and more! This professional ballet performance is suitable for families with …

    $38 – $43

  • Macbeth

    Macbeth
    Makers Central 84 Central Avenue, Tarrytown, NY, United States

    Anywhere Theatre Company presents a new vision of Macbeth: a demon-haunted world where Shakespeare’s Scottish king brings forth ancient forces that are terrifyingly real. As Macbeth descends into madness, the supernatural is no longer a metaphor – it is an ever-present force feeding his corruption. He wanted a kingdom. He awakened something else. Featuring an …

    $50
  • Sleepy Hollow Cemetery tour pauses at the entrance to Archbold mausoleum.

    Sleepy Hollow Cemetery Lantern Tour

    Sleepy Hollow Cemetery Lantern Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    Step back in time and explore Sleepy Hollow Cemetery by kerosene lantern light. This two-hour evening walk is the perfect introduction to why these storied grounds are so famous—an atmospheric journey through history under the glow of flickering flame. Your guide leads you past the resting places of titans of industry like Andrew Carnegie and …

    $50
  • A lantern tour in Sleepy Hollow Cemetery glides through a foggy night.

    Murder and Mayhem Walking Tour

    Murder and Mayhem Walking Tour
    Sleepy Hollow Cemetery North Gate 540 North Broadway, Sleepy Hollow, NY, United States

    The true stories on this two-hour lantern tour of Sleepy Hollow Cemetery are so grim, you just might have nightmares! Curious to learn about a family that lost 5 children one terrible afternoon, or a horrific murder that led police on a multi-state chase? Maybe you’d like to hear about a son who shot his …

    $60

  • Movies on the Lawn: Sleepy Hollow

    Movies on the Lawn
    Tarrytown House Estate 49 East Sunnyside Lane, Tarrytown, NY, United States

    Johnny Depp's Ichabod Crane is not the twitchy schoolmaster of the page but a squeamish New York constable, sent upriver in 1799 to investigate a run of beheadings in a Dutch farming village. Christina Ricci plays Katrina Van Tassel. Burton keeps Irving's characters and his corner of the Hudson Valley, then strips out the wink …

    $5
  • Headless Horseman Files at Philipsburg Manor.

    The Headless Horseman Files

    The Headless Horseman Files
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Four suspects, one missing schoolmaster, and 45 minutes to work out what happened — Sleepy Hollow's whodunit, staged in broad daylight. A guide walks you through the grounds of Philipsburg Manor, where the townsfolk of 1790 are waiting with their alibis. Fiery Hans Van Ripper, charming Katrina Van Tassel, spectral Hulda the Witch, and bold …

    $25 – $35
  • An example from artist Greg Tomb's glass pumpkin patch.

    Glass Pumpkin Patch Fundraiser

    Glass Pumpkin Patch Fundraiser
    Kingsland Point Park 299 Palmer Avenue, Sleepy Hollow, NY, United States

    The Village of Sleepy Hollow welcomes back the artists from the Adirondack Glassblowing Studio for the 4th annual Glass Pumpkin Patch Fundraiser in Kingsland Point Park. This festive event will showcase hundreds of whimsical, vibrantly colored glass pumpkins. These one-of-a-kind works of art will be available for purchase. Proceeds support the Make-A-Wish® Hudson Valley Chapter. Food …

    Free

  • Myths & Mysteries of The Octagon House

    Myths & Mysteries of The Octagon House
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    A Halloween-season guided tour at the Armour-Stiner Octagon House, Irvington, NY For generations, the eight-sided Armour-Stiner Octagon House has inspired whispered local legends, and this fall its guides are opening the door to them. Myths & Mysteries is an hour-long guided tour through the National Historic Landmark that goes beyond architecture and furnishings to explore …

    $38

  • Spirits of Sleepy Hollow Country

    Spirits of Sleepy Hollow Country
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Sleepy Hollow has more ghosts than the Horseman. Two illusionists intend to get them talking. Mark Clearview and Nick Wallace return to Philipsburg Manor this October with an original magic show built around the spirits of Sleepy Hollow Country — not generic stage spooks, but the local dead. Hulda of Bohemia, the healer the village called a witch. Major John André, the British spy …

    $65 – $89
  • A Sleepy Hollow Cemetery walking tour pauses at the gate to Washington Irving's family lot.

    The Original Knickerbocker Tour

    The Original Knickerbocker Tour
    Sleepy Hollow Cemetery South Gate 430 North Broadway, Sleepy Hollow, NY, United States

    The Original Knickerbocker Tour: Washington Irving & "The Legend of Sleepy Hollow" Meet the father of the American short story on this one-hour walking tour through the south end of Sleepy Hollow Cemetery. You'll get to know Washington Irving—the man behind the Headless Horseman, Ichabod Crane, and Katrina Van Tassel—and discover why the writer who …

    $20
  • A montage promoting An Audience with Poe at Historic Hudson Valley in Sleepy Hollow, New York.

    An Audience with Poe

    An Audience with Poe
    Historic Hudson Valley 639 Bedford Road, Tarrytown, United States

    Sip, savor, and shiver with Poe’s darkest tales brought to life through storytelling, cocktails, and confections. Professional storytellers bring to life the “powerful graphic effect” that Washington Irving once praised in Edgar Allan Poe’s writing, with haunting renditions of The Raven, The Tell-Tale Heart, The Black Cat, and The Masque of the Red Death. We …

    $65

  • The Lady in White

    The Lady in White-An Immersive Octagon House Ghost Story
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58

  • Irving’s Legend at Sunnyside

    Irving’s Legend at Sunnyside
    Sunnyside 3 W Sunnyside Lane, Irvington, NY, United States

    Hear the Legend told on Washington Irving's own lawn. Washington Irving is buried a few miles up the road. Every October, his most famous story comes back to the house where he spent his last twenty years — performed outdoors, after dark, on the grounds of Sunnyside. Master storyteller Jonathan Kruk has been doing this …

    $40 – $45

  • The Lady in White

    The Lady in White-An Immersive Octagon House Ghost Story
    Armour-Stiner Octagon House 45 W Clinton Avenue, Irvington, NY, United States

    An immersive ghost story tour at the Armour-Stiner Octagon House, Irvington, NY Some ghost stories are told about a house. This one is performed inside it. In The Lady in White, guests move through the rooms of the Octagon House as a story written by one of the home's own residents plays out around them. …

    $58
  • Rockefeller State Park Halloween events include an appearance by the Headless Horseman.

    The Legend of Sleepy Hollow and Local Lore

    The Legend of Sleepy Hollow and Local Lore
    Rockwood Hall Phelps Way, Pleasantville, NY, United States

    Follow a lamplit path to the ruins of Rockwood Hall, high above the Hudson, where storyteller and author David Neilsen is waiting with an evening of Sleepy Hollow's lesser-known ghost stories — and one very famous one. The program opens with local lore drawn from the preserve's own ground, the tales Washington Irving didn't make …

    $28.52

  • Twilight Village at Sleepy Hollow

    Twilight Village at Sleepy Hollow
    Philipsburg Manor 381 North Broadway, Sleepy Hollow, NY, United States

    Where the Legend Lives After Dark! Mix and mingle with storytellers, fire performers, and iconic Legends. Enjoy a roving brass band, a pop-up evening market, and much more. Expanded experiences, more characters, and new performances make Twilight Village a must-visit destination for all ages in the Hudson Valley’s most legendary Halloween town. As evening settles …

    $25 – $35

  • Masque of the Red Death at Lyndhurst

    Masque of the Red Death at Lyndhurst
    Lyndhurst 635 South Broadway, Tarrytown, NY, United States

    This October, Lyndhurst Mansion transforms into Prince Prospero’s abbey for an immersive theater experience drawn from Edgar Allan Poe’s The Masque of the Red Death. As a guest of Prospero, you’ll move through the Gothic halls of the 1842 mansion — dressed in the garish colors and grotesque beauty of Poe’s tale — walking room …

    $45
  • This is a view of the 2022 Great Jack O'Lantern Blaze at Van Cortlandt Manor in Corton-on-Hudson, N.Y. on September 14, 2022.

    The Great Jack O’Lantern Blaze

    The Great Jack O’Lantern Blaze
    Van Cortlandt Manor 525 S Riverside Avenue, Croton-on-Hudson, NY, United States

    More than 7,000 hand-carved jack o'lanterns light up the riverside grounds of Van Cortlandt Manor. Ten acres of an 18th-century estate above the Hudson become a half-mile walk past life-sized dinosaurs, a working carousel, a planetarium built entirely of glowing gourds, and the Headless Horseman riding out of the dark. Arches, tunnels, and clearings open …

    $24 – $189

  • A Halloween Candlelight Experience in Sleepy Hollow

    A Halloween Candlelight Experience in Sleepy Hollow
    Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591 199 N Broadway, Immaculate Conception, 199 N Broadway, Sleepy Hollow, NY 10591, NY, United States

    Step into the glow of hundreds of flickering candles this Halloween as Lumos Experiences brings its enchanting Classical Halloween concert to Sleepy Hollow. Set within the intimate surroundings of St. John Paul II Maronite Catholic Church at Immaculate Conception, this candlelit performance offers a hauntingly beautiful way to celebrate the season in the village that …

    $30 – $75

There's something for everyone in Sleepy Hollow Country—farmers markets, live music, street fairs, historic homes, hiking trails, kayaking and boating on the Hudson River. Halloween season brings even more for the whole family—haunted hayrides, blazing pumpkins, costumed 10K run, Halloween parade, and of course, the Headless Horseman! For the latest on Fall events, visit our guide to Halloween in Sleepy Hollow.